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NYC Tails

11/27/2005 - NYC College Tails 1

I had been dating Tara for about a year. We were juniors in college and were basically living together. She would practically stay over every night. Tara was a sex dynamo. She could never get enough. We fucked everyday and she loved to suck cock. We have tried almost every sexual position, oral, anal and now she was recently into bondage.


When the semester ended we moved back to our parents houses. Luckily we only lived 20 minutes apart. We still saw each other everyday. It was hard for Tara to stay over at my parents because they were pretty old fashioned. Her parents were divorced and she lived with her dad and younger sister Rachel who was 18. Her dad was much more laid back and didn't care if I stayed over. I probably stayed over Tara's dad's place about 4 nights a week. We continued our amazing sex. She seemed to get off on almost getting caught. Many times while watching tv in the living room she would open my zipper and pull my dick out and start blowing me, even when her dad and sister were in the next room. I have to admit the fear of getting caught did turn me on as well.


It was summer and we both were unemployed. Her dad was at work but her sister Rachel was always home. I think Rachel must have seen us a few times, because she was very free with us. I mean she never wore a bra under her T-shirts or any panties under her boxers. There were many times I caught glimpses of her nipples through her shirt and I saw her black bush as she often sat across from us with her legs wide open. I was turned on but kept reminding myself she was Tara's younger sister. Too bad.
I wasn't too upset because Tara was so addicted to sex, she was always horny. Her room was downstairs in the basement. We were pretty isolated down there. She was beginning to fixate on bondage. She begged me to tie her up and fuck her. This went on for about 2 weeks. She then told me she wanted to be the one in control. I was all in to it, and told her she could tie me up.


The first time she tied me up, I was flat on my back. She had me blindfolded and I was spread eagle. She straddled me and sat on my face as she licked and sucked my cock. She was a pro at moving her hips against my face. The way she sucked cock was an art form, she had an amazing technique of tongue swirls and gentle pressure from her lips as she was able to take me all the way down her throat. She sat on my face grinding her pussy into my mouth, she would not allow me to cum, every time I got close she would stop. This continued until she came in my mouth. Just at that moment she deep throated my cock and allowed me to cum deep inside her mouth. It was amazing her cum was in my mouth and my cum was in her mouth. She turned around and kissed me full on the lips. As our tongues danced in each others mouths, our cum was mixed together and swallowed.


She untied me and took off the blindfold. We went back upstairs to watch tv with her dad and sister. I couldn't believe how lucky I was to have such a sexual nympho for a girlfriend. The next afternoon we were hanging around the house and she told me how much she enjoyed tying me up yesterday. I told her it was amazing and she could do it again if she wanted to. She told me to go downstairs and put on the blindfold and get undressed. I almost knocked her sister over as I made my way downstairs. I was waiting for about 20 minutes before I heerd the basement door open. I quickly put on the blindfold.
She entered the room and saw me buck naked and blindfolded. She told me I was a good boy. She grabbed my arms and legs and tied them to the bed posts. She then placed head phones around my ears and turned on the music. I felt her running her hands all over my body. She grabbed my dick in a gentle way. She began stroking my cock, the rhythm was not great but it felt good. I felt her tongue lick the tip of my cock and then I felt her lips wrap around my dick. As she took me into her mouth I felt her teeth scrap my cock, I pulled back in pain and she pulled off my cock. I then felt her hand begin stroking me again this time with a good rhythm. I felt her put her mouth over my cock as I slide easily down her throat. She then stopped and let go of my cock. She was teasing me again.


My cock pulsed in anticipation. I felt her hand on me again squeezing me tight. Her mouth went over my cock again and again I felt her teeth and tried to pull back. This time she kept going as her mouth opened wider and her teeth were out of the way. She was going up and down my cock with her mouth. It felt so different from her usual style but I was enjoying the suspense. She took me deep in her mouth and I felt her teeth again but only slightly, I couldn't take any more and erupted into her mouth. I felt her pull off and let go of my cock. Then I felt her hands rubbing my cock and all the cum that had shot out. She the slowly moved up my body. After a few minutes she undid my blindfold. She asked me if I enjoyed my blowjob. I told her that it was very different and I could feel her teeth. She said I'm sorry. I told her it was fine, and it had really turned me on that she had tried a new style.

Later that night she told me she wanted to try again. I was turned on and happy to let her suck my cock again. She again told me to go downstairs and wait. I waited for about 15 minutes until the basement door opened again. Again I place the blindfold on. Again Tara placed the headphones on me and tied me up. I felt her straddle me, sitting on my cock. I wanted desperately to reach out a touch her but my hands were bound. I felt a breast rub into my face, I stuck out my tongue and located her nipple, I licked and sucked on it, she pulled away and pressed her other breast into my mouth. My dick was swelling, She grabbed it and pressed her pussy down on my cock. She was so tight, I couldn't believe it. She moved up and down my cock for about 5 minutes, It felt awkward, there was no rhythm. I felt her pussy constrict on my cock, I had never felt that before. The tightness of her cunt made me cum like crazy. I was cumming as her pussy contracted. She jumped off me. I thought that was odd because she was on the pill and had always let me cum inside. She got up quickly and I lay there alone. I hadn't realized my blindfold had shifted since my eyes were closed the whole time.
I could see out the corner of the blindfold. I turned my head to get a glimpse of Tara's naked body. I saw Tara but she was fully clothed. Damn I thought she got dressed quick. I was about to close my eyes when I saw Rachel buck naked. Tara was handing her a napkin and she was wiping up a string of cum that was dangling between her legs. I was so confused. Had I just been fucked by Rachel? Was Tara teaching Rachel how to suck dick and fuck and using me as her fuck toy?

I laid there for a few more minutes peering out the blindfold, Rachel was so fucking hot. She was wiping my cum out of her pussy and Tara was saying something to her. My dick began to grow at the thought that I had just blew my load into Tara's sister. It must have been Rachel sucking my cock this morning as well. She was being taught how to give a blow job on my cock. My dick swelled at the thought. Tara must have noticed because she motioned Rachel to the side and took off her clothes. She mounted me and pressed my cock into her pussy. I was so turned on, now Tara was fucking me and Rachel was watching. Right as I was about to cum she jumped off and began jerking me off as I exploded. Cum shot up and onto my chest. Tara motioned to Rachel and then Rachel came over and licked the cum off my chest. She licked all over my chest, my stomach and my cock.
I was exhausted, I could see Tara talking to Rachel, I think she was trying to show her when to pull a cock out of her pussy as to not get pregnant. After a few minutes Rachel disappeared. Tara climbed over and untied me and took off my blind fold. I looked up at her and gave her a huge kiss. I told her that was amazing and she could do that to me any day! She kissed me back and told me she was planning to do this twice a day for the rest of the summer. I just laid back with a huge grin.


The next day, Tara got up before me. I rolled over and fell back to sleep. I woke up and realized I was already blindfolded and Tara was grabbing my right arm and tying it to the bed post. I didn't resist, I just rolled on my back and raised my left hand to be tied. She did a quick tying job, probably figuring that I hadn't fought to get free the previous two times. I felt a pair of legs straddle my face. I swore it must be Rachel. Her bush was thick and she smelled much sweeter than I remembered Tara's shaven pussy smelling. I licked and sucked on her pussy. I felt hands on my cock rubbing up and down. After a few moments the body on my face got up, this was my chance. I quickly wriggled my hands free and caught the naked body moving over me. I used my strength to pull her down and press her face down in to the bed. The blindfold was still on but I could see a little out the bottom. I could feel the much smaller frame of Rachel beneath me, she didn't scream or anything. I dove on top of her and guided my cock in to her pussy from behind. I could see for certain it was Rachel, I slid in and out of her tight pussy. I was so close to coming, Rachel squirmed underneath my weight. I didn't want the girls to know I knew what they were doing. I held Rachel tightly as I unloaded a flood of cum right up her pussy. I had her pinned as I shot load after load deep inside her. After a minute I rolled over and gasped Oh Tara that was amazing. I felt Rachel scurry away.


I felt someone get into the bed with me. Tara whispered into my ear that I was very bad and needed to be punished. I felt her securely tie me back up. She sat on my face and rubbed her cunt into my mouth until she came. She left me for a minute and I felt someone straddle my hard cock and it slipped into a mouth. I felt the familiar teeth. I knew it was Rachel.
I was about to cum when I felt her stop and release me from her mouth. A moment passed and she began blowing me again. Just as I was about to blow my load she stopped and took my cock out of her mouth. She did this again and again. I couldn't believe it. Tara was teaching Rachel how to tease a cock. I felt her lips against mine. I felt a tongue protrude into my mouth. It was definitely Tara's. As we were making out I felt a mouth go down on my cock. Tara kept kissing me as Rachel was sucking my cock. It was too much for me I blew my load instantly. Tara kept kissing me and Rachel kept my cock in her mouth. Tara removed my headphones and took off my blindfold. She was looking at me, my cock was still in Rachel's mouth. She told she would like to introduce me to our new sex slave Rachel.

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11/27/2005 - Back In My High School Dayz !

I finally got comfortable watching the big game on the T.V. As the game nears the end of the first quarter, I hear the doorbell ring. “AAHHH” I moan in disappointment, I sluggishly roll off the couch and walk over to the door.

“This better be good” I yell at the unknown person. I opened the door to see 3 cheerleaders from my high school standing there in their tight, little uniforms. “Ahhhh may I he- hel- help you” I stuttered, as I was shocked to see three unbelievably hot girls standing in front of my house. They all were about 5’7” with brown hair with blonde highlights, astonishing faces, perfect perky tits that fit right into your hand, and legs of a goddess. Their uniforms were baby blue, navy blue, and white, and they had on knapsacks to match.

“Hi I’m Jennifer, this is Nicole and this is Shaniqua” said the cheerleader closest to me, “are your parents home?”

“No” I reply “they’ll be gone all week on some business trip.” The two girls in front turn towards each other and let out big grins.

“Touchdown!!!” The TV blared as I completely forgot about the game still being on.

“Is that the Patriots, Eagles game that you were watching?” Asked Nicole.

“Ya, shit I just missed the touchdown” I replied.

“Oh everyone is at my house watching that game, I heard it was supposed to be good. Do you know what the score is?” Jennifer asked. “Yeah hang on I'll be right back” and with that I walked away from the front door and looked for the score. As I walked back to tell Jennifer it was 7-21 with the patriots on top I noticed that they were now inside my house with the front door closed and locked. All that was running through my mind was “what the f*ck are they doing?”

Nicole must of seen the look on my face and said “Its cold outside, especially with our uniforms on so we came inside to warm up for a bit, I hope u don’t mind”

“AAAAAAAA no not at all” I answered dumbfounded. Being a polite host I ask them if they want anything to drink and they respectfully decline. Then I asked them to join me in watching the game. I led the way with the girls close behind. “

Where’s your bathroom?” Shaniqua asks “it’s just down the hallway on your right, you can’t miss it.” I answer back. And with that she is out of sight. I sit down on the couch and the two girls cuddle up right next to me on either side. Now being a sr. in high school this is the best thing that can happen to you; having two of the hottest girls cuddling up to you. The game nears the end of the first half and Amber puts her hand on your leg. Oh my god, you think. Your heart starts pumping faster and faster until it feels like it’s going to explode.

As this is happening to I notice Shaniqua walk in. “It’s all set” she tells the other girls with a mischievous grin on her face. “What exactly is ready?” I ask in confusion. Shaniqua walks over to the TV and turns it off. “Hey what are you doing, I was f*ckin watching that” I shouted in anger.

“Not any more your not.” She snaps back. As I get up to turn the TV back on, ‘cause the remote is lost, the two girls next to me hold me down and inject me with something. After the injection they let me up and I just fell over. A few hours later I wake up in a total state of confusion. “What the f*ck, where am I?” I mumble “Ah he woke up” one of the girls said. “You are our prisoner and will do what ever we say or else you’ll be severely punished, do you understand me? Shaniqua asks. I can tell its Shaniqua by her voice.

“Ya” I replied in utter confusion. “good” Shaniqua said with content. “First he has to be broken in otherwise who knows what he’ll do.” she said to the other two girls who were now coming into focus. I was tied spread eagle on my bed. Nicole reached over me letting her tits graze my face. As she did that I was getting turned on. “I think he likes you Nicole” Jennifer said. “Why would you say that” Nicole asked and amber pointed to my semi hard erection? Not now I started to think with my eyes closed. As I open my eyes to see their reaction I noticed the knife in her hand. She lifted me up as high as she could by my shirt collar and instructed me to stay still otherwise it would hurt. I could feel her moving the cold steel down my chest and I heard the sound of fabric being cut. She cut all of my clothes off leaving me there naked.

“Now to begin your training” Shaniqua said “first off you are not to get a boner with out one of us saying to, second you are not allowed to cum unless we say to. You will be tested frequently. When you pass you will get a reward when you fail you will be punished by one of us. You will not be untied for any reason unless we decide to untie you. Is this understood?” “Yes mam” I squeeked out. “Oo I like that mam, and now you must answer us followed by a mam, is that understood” “yes mam” I answer. “Good, now for you first test.” Shaniqua said and started to slide out of her short skirt revealing her black see through thong, which easily showed her shaven pussy. Then she took off her top and threw it in the corner. As she took her top off her tits, which mush have been at least a high “B” cup, bounced around in her bra. I started to feel a major erection coming on. Just seeing her in her lingerie could have made any man just blow his load. So I wouldn’t get an erection I turned my head the other way and I see Nicole completely naked. Daaammmnnn I think to myself, Nicole has 36 c tits and a neatly trimmed heart shave around her cunt. With the two girls looking so hot I can’t control myself and allow my erection to grow rock hard. Now all 8 1/2 inches of mini me are standing straight up. “You call that a cock, my boyfriend has you beat by at least an inch and a half.” Nicole says. I always considered myself a little above average in that department, but now I just felt humiliated.

“Well since his cock is so SMALL, lets see how good he is at eating a pussy” Nicole says. And with that she jumped on top of me, not allowing me time to catch my breath, and smothered me with her pussy. Now being scared, I did as they said and licked away at her dripping wet pussy. As I stuck out my tongue I could smell her womanly scent. She must have thought I was going to slow because she ground her hips into my face. “Faster you little cocked piece of shit” she snapped. While I ate out Nicole's snatch I felt a hand going up and down the shaft of my cock, teasing it. I was about to bust a nut when it stopped. “OOOOOOHHHHHH YYYYYYAAAAAA” Nicole screamed in ecstasy as she covered my face with her juices. Being scared that she did not say to stop I kept up the attack on Nicole's clit and with in a few minutes I had her Cumming again. “Ok you can stop” Nicole panted as she rolled off of me. When I could see again I saw SHaniqua fucking Jennifer with what must have been a 12” black strap-on. The two girls finished up their little fuck fest at about the same time I finished eating out Nicole. All I heard was the girls breathing heavily from their ordeals. “You broke one of our rules, what do you think his punishment should be” Shaniqua stated.

 “Do you like blowjobs?” Nicole asked.

“Yes I love blowjobs” I answered. “Good, Then your punishment is to give Shaniqua a little taste of your cock without getting hard or cumming...

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